Date: Sun, 19 Sep 2010 08:55:50 +0100 From: camushazlitt Subject: Indoor Games Indoor Games by BabyPink E-mail: camushazlitt@googlemail.com I would like to give a short account of how I was initiated into cross-dressing and gay sex. This story is loosely based on real events but names have been changed. I hope you enjoy it! Your feedback is welcome. It all began when I was about eight years old. I used to play with my half-cousin, Jim, who lived nearby and was a year older than me. One day we went to a small area at the end of my street that had a high wall along one side and long grass on the other. So it was quite secluded. It was there I had my first sexual experience. He said he had a new game called 'Boyfriends and Girlfriends', but we would need to take off our clothes first. I looked at him quizzically. He stripped down to his underpants and said the game would be good fun, so I took off my clothes but left my underpants on. He then asked me to lie on my belly, after which he lay on top of me. He then moved backwards and forwards rapidly, rubbing himself against my buttocks through the material of his pants. We both giggled as he moved against me. Frankly, I found it quite pleasant. I enjoyed his weight upon me and the feel of his body against mine. After a few minutes, he asked me to get on top of him, which I did, but found it less enjoyable than being on the bottom. We dressed and agreed the new game was good and we would do it again. The next time we went to our little hideaway we went one step further. He insisted we also remove our underpants. I reluctantly agreed, being worried about being seen stark naked. I admit I found it even more thrilling to feel his bare cock sliding along the cleft of my buttocks. We went there a few times and did the same thing. I always played the passive role of the 'girlfriend' on the bottom. Then Jim's mother took ill and he had to stay a few days at our house. We had just got into bed, which we had to share, when he put his arms around my waist and moved his face close to mine. I asked him what he thought he was doing. He replied that all boyfriends kiss their girlfriends, so that was what he was going to do to me. I thought this a bit weird but was curious. He pulled me to him and put his lips to mine. A thrill of excitement ran through me. His kiss felt so nice. Instinctively I put my arms around his neck, as a girl would, and pulled him close to me. We stroked and cuddled each other. He lay on me, trying to be quiet so as not to awaken my parents, and pulled down my pyjama bottoms. He then rubbed his cock against my thighs and belly for a few minutes. We slept with our arms around each other. One day I was at Jim's house. His mother had to go out for a couple of hours and left us to our own devices. We took advantage of her absence by going up to Jim's bedroom, where I anticipated us playing our usual game. When we got there I was amazed to see some of his mother's clothes on the bed: bra, knickers and a dress. He told me to put them on, saying that this was what real girls wore. It was strange but exciting. I was actually shaking, it felt so naughty. I undressed and put his mother's clothes on. I had problems fastening the bra, but finally we managed it, putting socks in the cups to make 'breasts'. He approached and we kissed, whilst he put his hand up my dress and stroked my thighs and bum. It felt good. He said that if a girl really loves a boy, she would allow him to put his cock in her mouth. He was so much more sexually advanced than me, and seemed to know about adult sexual behaviour. I've no idea how. He undressed completely and told me to get on the bed. He then knelt over my face. Timidly, I began to lick the tip of his penis as if it were a popsicle, whilst he giggled. Eventually I put the whole of his little cock in my mouth and began to suck. His cock became erect, even at that age. He withdrew from me, pulled my dress up around my waist, lowered my knickers to my knees, then moved to and fro between my thighs, whilst I clasped him to me. After that, as often as I could, I would dress up and let him fuck me. I could tell he found this game a lot more exciting when I dressed as a girl. I developed a real attraction for women's clothing - it seemed so much more varied and interesting than men's. The materials felt so nice and soft against my skin. I was always worried we would be caught, but we only did it when we could be sure of being alone for a while. It also added to the excitement, knowing that we were engaging in naughty acts behind our parents' backs. This went on for about two years, until we reached secondary school age. Then, to my dismay, Jim had to move away from the area for about 18 months. I felt completely alone, bereft of companionship. I just felt so different from the others at school. I had no interest in girls. I just thought about Jim the whole time and how good it was to be with him. Then, when I was about 12, I heard that he was moving back to the area. I was overjoyed. As soon as he came back, I found an excuse for him to stay over at my house one night. Although such a long time seemed to have past, our feelings for each other were still as strong as ever. As soon as we were alone in my bedroom, we began kissing but there was now a new adult intensity to his embraces. After a while he said he had something in his bag to show me. He pulled out a magazine and, to my astonishment, it was full of naked ladies in various provocative poses. I was transfixed by the photos. I had seen nothing like them before. We leafed through the magazine for a while, commenting on how good the girls looked. The bulge at the front of his trousers was noticeable. "Look how hard I am!" he exclaimed, dropping his trousers and underpants. I stared in amazement. His penis had clearly developed in his absence and was standing bolt upright. He had also grown a thick mat of pubic hair. He asked me if I would like to 'wank' him. I had no idea what he meant, so he said he would show me. He started to masturbate. I was mesmerised as I watched him. He asked me to take over. Gingerly I grasped his penis and rubbed his foreskin about a dozen times, until he started breathing heavily and moaning softly, telling me how good it felt. Finally, he gasped and then spurted in the air. He pushed me on to the bed and got on top of me, kissing and putting his tongue in my mouth. He regained his erection very quickly and began rubbing his penis between my legs. I returned his kisses and stroked his bum. His quickening breath told me he was going to come again, which he did, spraying my belly with his sperm. We finished by reverting to our favoured position, me on my belly and him full length on top, rubbing his hard cock against my bum until he groaned and I felt his semen spurt up my back. It was no more than a few weeks later I realised I was going through puberty. I had been experimenting, trying to pull my foreskin over my gland. One night I continued until I felt a peculiar itch at the tip of my penis. I persevered until I began to see black spots in front of my eyes. I climaxed for the first time. It felt wonderful. We didn't move on to anal penetration for a long time. I was too afraid of being hurt, and he never insisted. Anyway we had good fun in other ways. For example, Jim would rub baby oil on our thighs and we would move against one another until we both came. Although I was always glad to be with Jim, it was also frustrating because I couldn't easily express my growing femininity by dressing up as a girl. I longed to have the freedom to wear what I wanted. Buying girls' clothes from a shop was out of the question, but then we hit on the idea of buying them from a mail-order catalogue. One night, with growing excitement as we flicked through the pages, we chose a flowery top, short denim skirt, bra, block-heeled black shoes like the ones the girls at school wore, and several pairs of tights and knickers. I was a similar build to Jim's sister, so he chose her size. The only problem was going to be how to avoid our parents finding out. Luckily we managed to grab the package from the postman before anyone became suspicious. I was trembling with excitement as I opened the parcel. I locked my bedroom door so no-one could burst in on me. I stripped, put on the clothes and felt incredibly sexy. I especially liked the feeling of the nylon tights around my legs and bottom. I had a huge erection, which caused an unsightly bulge in the front of my knickers. I needed to masturbate badly and did so several times in the toilet. I was desperate for an opportunity to be alone with Jim so I could show him my new outfit. He feigned illness so he could be off school. His mother went out to work and I skipped off school. We had his house to ourselves all day. After I got to his house, I changed into my new clothes. He was very impressed, saying how sexy and girlish I looked. He put on some music and we danced, getting ever more excited. Soon he put his arms around me and kissed me deeply. We became more passionate. Finally he reached beneath my skirt, pulled my tights and knickers down, and knelt in front of me as I sat on the sofa. He kissed and licked my engorged gland, then took the whole length in his mouth, gently sliding the foreskin to and fro. It felt wonderful. In a very short time I put my hands behind Jim's head and had to bite my lip to stop crying out as I shot two or three violent bursts of semen into his mouth. We were so turned on that we went up to his bedroom and made love all afternoon. I remember when I went to the toilet, Jim made me pull my skirt around my waist, drop my knickers, and sit to pee like a girl. I have done this ever since. But opportunities to be alone with Jim were all too rare, and it was very frustrating. But then we were allowed to go away together on a camping trip. I couldn't wait for some sweet sex, without the usual fear of discovery. Jim had got hold of a book which gave some tips on anal sex, which he was keen to try out. He also managed to get some wine, which he said would relax me. In the privacy of our small, cramped tent, we began to kiss and cuddle. Soon we found ourselves naked, both with erections. Jim asked me to bend over whilst he lubricated me. The wine had made me feel more relaxed and less inhibited. I enjoyed the feel of his fingers as they worked the lubricant in me. After putting on a condom, Jim sat on the floor with his legs stretched out before him. With my back to him, I placed his stiff penis against my anal opening. He asked me to push, as if I were going to the toilet. I managed to relax enough to get him halfway inside me. He then turned me on my side and began to thrust. To be honest, it was pretty uncomfortable. In fact, it took a few more sessions before I actually started to enjoy anal sex. But he was considerate and gentle. After a few minutes, I felt his penis suddenly stiffen inside me then felt him ejaculating into the condom. We kissed very tenderly as he masturbated me until I came. We then curled up together in our double sleeping bag. I was a little sore for a couple of days, but just happy that I could now fully satisfy him. I felt more and more like a girl as I went through secondary school, and even began to experiment with make-up and perfume. But the occasions when I could fully express my femininity were very limited. I had to hide my girls' clothes from my parents and wash them in secret. It was very annoying. But, in a way, the sheer relief of being able to look and act like a girl for an hour or two made sex even better. I longed to go out dressed as a girl but was too scared. Jim kept daring me to come to the cinema dressed up. Finally, I took the plunge. I put my red mini-dress on and a tracksuit on top. We knew a secluded spot on the way where I could take off my tracksuit, put on some high heels and also apply a bit of make-up. I had practised walking like a girl - short strides with one foot in front of the other. We went with him holding me around the waist. I sat in the cinema, nervous and sure my secret would be discovered, but after about half an hour I relaxed, and even found the courage to go to the ladies' loo. I found the whole experience tremendously stimulating. On the way home, we stopped off at the same secluded spot, kissed deeply and masturbated each other. I was very happy but unfortunately Jim's family again moved away from the area shortly afterward. I was devastated. To take my mind off the lack of love in my life, I started to go running and joined a local athletics club. I started a job and used to go running in my lunch breaks in the local park. It was there I met Dennis, or rather, began my relationship with him. I'm glad to say he is now my lover and we have a very fulfilling sex life. He indulges, and is turned on by, my passion for frilly, girly clothes. However, I will always be grateful to my first love Jim for initiating me into the wonderful world of cross-dressing.